Title: Book the Best Winter Park, FL ALL INCLUSIVE Resorts and Hotels | Expedia.ca [Hotels in Winter Park](https://expedia.ca/Winter-Park-Hotels.d7902.Travel-Guide-Hotels)[Vacation Rentals in Winter Park](https://expedia.ca/Winter-Park-Vacation-Rentals.d7902.Travel-Guide-VacationRentals)[Flights to Winter Park](https://expedia.ca/Cheap-Flights-To-Winter-Park.d7902.Travel-Guide-Flights)[Winter Park Car Rentals](https://expedia.ca/Car-Rentals-In-Winter-Park.d7902.Car-Rental-Guide)[Winter Park Vacation Packages](https://expedia.ca/Winter-Park.d7902.Destination-Travel-Guides) ![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/338000/338301-Casa-Feliz-Historic-Home-Museum.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find All Inclusive Resorts and Hotels in Winter Park, FL ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Winter Park All Inclusive Resorts and Hotels Tonight [Oct 14 - Oct 15](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-14&endDate=2025-10-15&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 15 - Oct 16](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-15&endDate=2025-10-16&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 17 - Oct 19](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-17&endDate=2025-10-19&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 24 - Oct 26](https://www.expedia.ca/Hotel-Search?regionId=7902&startDate=2025-10-24&endDate=2025-10-26&adults=2&amenities=ALL_INCLUSIVE&mealPlan=ALL_INCLUSIVE&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Winter Park All Inclusive Resorts and Hotels ![Reception](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/25e0761c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/4305d87a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/38f26455.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Front of property](https://images.trvl-media.com/lodging/46000000/45490000/45488100/45488005/368acdbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Garden Inn Winter Park Winter Park 9.2/10 Wonderful (606) "The dining options close by are increasing and the area is becoming more attractive" CA $257 CA $289 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-Hilton-Garden-Inn-Winter-Park.h45488005.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/51fdc461.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, open 10:00 AM to 5:00 PM, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/w720h947x0y0-b237fd72.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/fcdf7880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Meeting facility](https://images.trvl-media.com/lodging/1000000/20000/19800/19791/93bcae58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Alfond Inn Winter Park 9.4/10 Exceptional (1008) "Wonderful location and excellent staff." CA $416 CA $507 total includes taxes & fees Oct 26 - Oct 27 [](https://www.expedia.ca/Orlando-Hotels-The-Alfond-Inn.h19791.Hotel-Information) ![Front of property](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/21834885.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Business centre](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/450d6e5d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/52e0ae75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fireplace](https://images.trvl-media.com/lodging/2000000/1790000/1784900/1784873/929fe379.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Park Plaza Hotel Park Avenue District 8.6/10 Excellent (1007) "Excellent location, beautiful 100-year-old hotel " CA $207 CA $233 total includes taxes & fees Oct 16 - Oct 17 [](https://www.expedia.ca/Orlando-Hotels-Park-Plaza-Hotel.h1784873.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-10-28&endDate=2025-10-29®ionId=7902&adults=2&mealPlan=ALL_INCLUSIVE&sort=RECOMMENDED&openPlayBack=true) ## Top Winter Park Hotel Reviews ![Westgate Lakes Resort & Spa Universal Studios Area](//images.trvl-media.com/lodging/1000000/810000/805000/804984/86e77c07_y.jpg) ### Westgate Lakes Resort & Spa Universal Studios Area 10/10 Excellent "Great place to stay" [](https://expedia.ca/Orlando-Hotels-Westgate-Lakes-Resort-Spa-Universal-Studios-Area.h804984.Hotel-Information) ![Hyatt Regency Orlando](//images.trvl-media.com/lodging/1000000/10000/9600/9574/1bb0a2ac_y.jpg) ### Hyatt Regency Orlando 10/10 Excellent "Everything Amazing " [](https://expedia.ca/Orlando-Hotels-Hyatt-Regency-Orlando.h9574.Hotel-Information) ## Frequently asked questions ### Looking for Winter Park all-inclusive resorts? > Winter Park is known for its shopping and offers a host of things to see and do such as Winter Park Village and The Center of Winter Park Shopping Center. View our choice of all-inclusive resorts where you can enjoy a host of amenities like entertainment, kid's clubs, and of course food and beverages all included in your stay. Many of our all-inclusive hotel accommodations also feature activities such as golf, yoga, water sports, and more, which you can enjoy without any additional cost. ### What is there to do near my all-inclusive resort in Winter Park? > If you want to venture outside of your all-inclusive resort, head to Winter Park Village and The Center of Winter Park Shopping Center and see why travelers like the shopping in Winter Park. Other favorite attractions include Universal Studios Florida, Universal Orlando Resort, and Orange County Convention Center. ### When's the best time for an all-inclusive stay in Winter Park? > There's nothing like an all-inclusive vacation in Winter Park to refresh you, especially when you know what kind of weather to expect. Here's some info to help you decide when to book: The hottest months are usually July and August with an average temp of 82°F, while the coldest months are January and February with an average of 64°F. December and November are the driest months while August and September are the rainiest months. ### What's the best way to get to Winter Park and explore the area? > With plenty of transportation options, planning your time in Winter Park is a breeze. To see more of the larger area, hop on a train at Winter Park Station. The closest major airport is Orlando Intl. Airport (MCO), which is located 11.8 mi (19 km) from the city center. 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[Historic Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Historic-Hotel.0-0-d178294-tHistoricHotel.Travel-Guide-Filter-Hotels) - [Hotels with Bar in Orlando](https://www.expedia.ca/Orlando-Hotels-Hotels-With-Bar.0-0-d178294-tHotelswithBar.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Orlando](https://www.expedia.ca/Orlando-Hotels-Hotels-With-Childcare.0-0-d178294-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - [Hotels with Free Airport Shuttle in Orlando](https://www.expedia.ca/Orlando-Hotels-Hotels-With-Free-Airport-Shuttle.0-0-d178294-tHotelswithFreeAirportShuttle.Travel-Guide-Filter-Hotels) - [Lake Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Lake-Hotels.0-0-d178294-tLakeHotels.Travel-Guide-Filter-Hotels) - [Mountain Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Mountain-Hotels.0-0-d178294-tMountainHotels.Travel-Guide-Filter-Hotels) - [Scuba Diving Hotels in Orlando](https://www.expedia.ca/Orlando-Hotels-Scuba-Diving-Vacations.0-0-d178294-tscubadivingvacations.Travel-Guide-Filter-Hotels) - 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